3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone

Base Information

• Chemical Name: 3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone
• CAS No.: 10333-11-6
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• Hs Code.: 2933790090
• European Community (EC) Number: 623-111-1
• DSSTox Substance ID: DTXSID70352902
• Nikkaji Number: J470.828H
• Wikidata: Q82130318
• Mol file: 10333-11-6.mol

Synonyms:10333-11-6;3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone;3,4,5,6,7,8-hexahydroquinolin-2(1h)-one;3,4,5,6,7,8-hexahydro-1H-quinolin-2-one;2(1H)-Quinolinone,3,4,5,6,7,8-hexahydro-;SCHEMBL1763886;DTXSID70352902;QKNPGPYFWRUKRM-UHFFFAOYSA-N;STL352465;AKOS002220112;CS-0440045;FT-0722315;1,2,3,4,5,6,7,8-octahydroquinolin-2-one;3,4,5,6,7,8,-hexahydro-2(1H)-quinolinone;3,4,5,6,7,8-hexahydro-1H-quinoline-2-one;F87706;3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone, 97%;2,5-Dimethoxy-4-(propylthio)benzeneethanaminehydrochloride;3,4,5,6,7,8-HEXAHYDRO-2(1H)-QUINOLINONE,97%;InChI=1/C9H13NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H2,(H,10,11

Chemical Property of 3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone

Chemical Property:

• Vapor Pressure: 2.13E-05mmHg at 25°C
• Melting Point: 143-146 °C(lit.)
• Refractive Index: 1.533
• Boiling Point: 361ºC at 760 mmHg
• Flash Point: 211ºC
• PSA: 29.10000
• Density: 1.09g/cm3
• LogP: 2.05330
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 218

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)CCC(=O)N2
• Uses: 3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone may be used in chemical synthesis.

Technology Process of 3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone

There total 19 articles about 3,4,5,6,7,8-Hexahydro-2(1H)-quinolinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

cyclohexanone-2-propionitrile (4594-78-9) → 3,4,5,6,7,8-hexahydro-2-quinolinone (10333-11-6)

Guidance literature:

With water; dihydridotetrakis(triphenylphosphine)ruthenium; In 1,2-dimethoxyethane; at 120 ℃; for 24h;

DOI:10.1021/jo00035a003

Reference yield: 92.0%

N-(2,4-dimethoxy-benzyl)-3-(2-oxo-cyclohexyl)-propionamide → 3,4,5,6,7,8-hexahydro-2-quinolinone (10333-11-6)

Guidance literature:

toluene-4-sulfonic acid; In toluene; for 12h; Heating;

DOI:10.1081/SCC-200039335

Reference yield: 91.8%

3-(2-oxocyclohexyl)propionic acid ethyl ester (4095-02-7) → 3,4,5,6,7,8-hexahydro-2-quinolinone (10333-11-6)

Guidance literature:

With ammonia; In methanol; at 130 ℃; for 18h;

upstream raw materials:

cyclohexanone-2-propionitrile

3-(2-oxo-cyclohexyl)-propionic acid amide

cyclohexanone

2-propenamide

Downstream raw materials:

decahydroquinoline

2-azabicyclo-[4.4.0]-decane-3-one

trans-decahydroquinoline

cis-3,4,4a,5,6,7,8,8a-Octahydro-2(1H)-quinolinone

Refernces

• 1、 Garcia-Alvarez, Rocio,Diez, Josefina,Crochet, Pascale,Cadierno, Victorio. "Arene-ruthenium(II) complexes containing inexpensive tris(dimethylamino) phosphine: Highly efficient catalysts for the selective hydration of nitriles into amides". experimental part. p. 5442 - 5451. Retrieved 2011/12/13.
• 2、 Kan, Wai Ming,Cheng, Ching-Lung,Chern, Ching-Yuh. "One-pot synthesis of ene-lactams via N-debenzylation of keto-containing N-2,4-dimethoxylbenzylamides". . p. 4257 - 4264. Retrieved 2007/10/03.